Potassium Hydroxide → HCID 18966354, compound

HRID 2226116Notes

Reaction equation

HRID 2226116 reaction equation
C(OC(=O)C1C=CC([C:11]#[C:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17]([CH3:26])([CH3:25])[CH2:18][C:19]([CH3:24])([CH3:23])[S:20]3)=[CH:15][CH:14]=2)=NC=1)C.[OH-].[K+]>>[CH3:23][C:19]1([CH3:24])[CH2:18][C:17]([CH3:25])([CH3:26])[C:16]2[C:21](=[CH:22][C:13]([C:12]#[CH:11])=[CH:14][CH:15]=2)[S:20]1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 54000669HCID 54000669, compound2×

Product 1

HCID 18966354HCID 18966354, compound

Procedure

To 167 mg (0.4756 mmol) of ethyl-6-(2,2,4,4-tetramethyl-7-thiochromanyl)ethynyl-nicotinate (Compound 3) was added 5 ml of ethanolic KOH solution. The reaction mixture was stirred at room temperature for 48 hours. The ethanol was then removed in vacuo and the residue was taken up in water and ether. The layers were separated and the aqueous layer was acidified to Ph=2 with 1N HCl and then extracted with ether. The organic extracts were combined and washed successively with water and saturated sodium chloride solution and then dried (MgSO4). The solvent was removed in vacuo to give the title compound as a yellow solid.

Workup

  1. customThe ethanol was then removed in vacuo
  2. customThe layers were separated
  3. extractionextracted with ether
  4. washwashed successively with water and saturated sodium chloride solution
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-b3b3b952bc204258871546bd2e37c96c
Source dataset
uspto-grants-1994_09
Patent number
US05346895

Reaction notes

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